| 1. Jornada | 25.03.2018 | Colorado Springs Switchbacks | - | Portland Timbers 2 | 0:1 | ||||
| 2. Jornada | 05.04.2018 | Tulsa Roughnecks | - | Portland Timbers 2 | 0:0 |  |
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| 2. Jornada | 08.04.2018 | OKC Energy FC | - | Portland Timbers 2 | 0:3 | ||||
| 2. Jornada | 19.04.2018 | Portland Timbers 2 | - | Rio Grande Valley FC | 3:2 | ||||
| 2. Jornada | 22.04.2018 | Portland Timbers 2 | - | Reno 1868 FC | 1:2 | ||||
| 3. Jornada | 03.05.2018 | Portland Timbers 2 | - | Sacramento Republic | 2:0 | ||||
| 3. Jornada | 06.05.2018 | Saint Louis FC | - | Portland Timbers 2 | 0:0 | |
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| 3. Jornada | 13.05.2018 | Seattle Sounders 2 | - | Portland Timbers 2 | 0:1 |  |
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| 3. Jornada | 18.05.2018 | Portland Timbers 2 | - | Los Angeles Galaxy II | 7:3 | |
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| 3. Jornada | 26.05.2018 | Portland Timbers 2 | - | Real Monarchs SLC | 1:0 | ||||
| 5. Jornada | 08.07.2018 | Portland Timbers 2 | - | Fresno FC | 2:4 | ||||
| 5. Jornada | 15.07.2018 | Portland Timbers 2 | - | Swope Park Rangers | 2:1 | |
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| 5. Jornada | 22.07.2018 | Portland Timbers 2 | - | Las Vegas Lights FC | 1:2 | ||||
| 5. Jornada | 28.07.2018 | Los Angeles Galaxy II | - | Portland Timbers 2 | 3:4 | |
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| 6. Jornada | 16.08.2018 | Portland Timbers 2 | - | San Antonio FC | 2:1 |
Estados Unidos